Iodoethane → HCID 54132427, compound

HRID 262733Notes

Reaction equation

HRID 262733 reaction equation
[C:1]([N:10]1[CH2:27][CH2:26][C@@:17]23[C:18]4[CH:19]=[C:20]([OH:25])[CH:21]=[CH:22][C:23]=4[CH2:24][C@@H:11]1[C@@H:12]2[CH2:13][CH2:14][O:15][CH2:16]3)([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:2].[CH2:28](I)[CH3:29].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:1]([N:10]1[CH2:27][CH2:26][C@@:17]23[C:18]4[CH:19]=[C:20]([O:25][CH2:28][CH3:29])[CH:21]=[CH:22][C:23]=4[CH2:24][C@@H:11]1[C@@H:12]2[CH2:13][CH2:14][O:15][CH2:16]3)([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:2]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 54301983HCID 54301983, compound

Product 1

HCID 54132427HCID 54132427, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of XXVIII (0.005 m) from Step (c) above, ethyl iodide (0.01 m) and potassium carbonate (2 g) in 20 ml acetonitrile is heated at reflux for 18 hours. The mixture is filtered and the filtrate concentrated. The residue is treated with water and extracted with methylene chloride. The extracts are dried (MgSO4), filtered and concentrated to give the title compound.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 18 hours
  3. filtrationThe mixture is filtered
  4. concentrationthe filtrate concentrated
  5. additionThe residue is treated with water
  6. extractionextracted with methylene chloride
  7. dry with materialThe extracts are dried (MgSO4)
  8. filtrationfiltered
  9. concentrationconcentrated

Sources & evidence

ORD record
ord-aa9a657ab6f841b1b78b29842e7a923a
Source dataset
uspto-grants-1979_05
Patent number
US04154932

Reaction notes

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